Diethyl Ether → HCID 54004796, compound

HRID 1383439Notes

Reaction equation

HRID 1383439 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH:10][S:11][CH3:12].O=P(Cl)(Cl)Cl.[CH2:18]([O:20]CC)C.[OH-].[Na+]>CN(C)C=O.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[CH:10][S:11][CH3:12])[CH:18]=[O:20]

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 54423307HCID 54423307, compound

Product 1

HCID 54004796HCID 54004796, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 5.5 g of 1-methoxy-2-(2-methylsulphanyl-vinyl)-benzene in 15 ml of dimethylformamide is heated to 80° C. with 4.7 g of POCl3 for 2 hours with stirring. After cooling diethylether and water are carefully added and the mixture obtained is adjusted to pH 9 with aqueous NaOH solution (10%). The organic phase is separated off and after drying the solvent is eliminated in vacuo. Chromatography on silica gel (cyclohexane:ethyl acetate 70:30) yields 2.5 g of 2-(2-methoxyphenyl)-3-methylsulphanyl-propenal.

Workup

  1. additionare carefully added
  2. customthe mixture obtained
  3. customThe organic phase is separated off
  4. customafter drying the solvent

Sources & evidence

ORD record
ord-6f07ac164f8141db9b832dddb8167273
Source dataset
uspto-grants-2001_07
Patent number
US06255327B1

Reaction notes

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